I just upgraded to V9 but was having the same issue with 8. I am on a Mac. OSX 10.9.5 I click on the top of my local version of the trunk and run a fully recursive update. I get a green checkmark and it says Update to HEAD -1. The real revision is 547. Nothing actually gets updated - I have to go through a directory at a time. The repository is in the cloud and my local copy is on my desktop. What's going on? This is the first thing I do when I open the app, so closing and reopening wont help.
SmartSVN Recursive update fails with no warning
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